HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241514Generated: October 31, 2026
Sodium Carbonate → 4-[3-(3,5-Dichlorophenyl)-3-(trifluoromethyl)-2,4-dihydropyrrol-5-yl]-2-methyl-benzaldehyde
https://huagongshe.com/reaction/241514
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 5-(4-Bromo-3-methyl-phenyl)-3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-2,4-dihydropyrrole | HCID 86691046 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[3-(3,5-Dichlorophenyl)-3-(trifluoromethyl)-2,4-dihydropyrrol-5-yl]-2-methyl-benzaldehyde | HCID 86691047 | 74.2% |
Reaction Steps
A mixture of 5-(4-bromo-3-methyl-phenyl)-3-(3,5-dichloro-phenyl)-3-trifluoromethyl-3,4-dihydro-2H-pyrrole (2.00 g, 4.43 mmol), dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) (162 mg, 0.229 mmol), triethylsilane (1.42 mL, 1.03 g, 8.87 mmol) and Na2CO3 (587 mg, 5.54 mmol) in DMF (30 mL) were purged with CO gas at 65° C. The mixture was stirred over night at 65° C. and then cooled to room temperature. The residue was purified by flash chromatography on silica gel to give the title compound (1.316 g, 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08653000B2 |
|---|
| Source dataset | uspto-grants-2014_02 |
|---|
| ORD ID | ord-a3d93920985447f2833522beb61407f7 |
|---|
| Source note | uspto-grants-2014_02 |
|---|
